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Key Documents

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213942

Sigma-Aldrich

3-Methylcholanthrene (20)

98%

Sinónimos:

20-Methylcholanthrene, Methylcholanthrene

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About This Item

Fórmula empírica (notación de Hill):
C21H16
Número de CAS:
56-49-5
Peso molecular:
268.35
Beilstein/REAXYS Number:
1913890
EC Number:
200-276-4
MDL number:
MFCD00003704
UNSPSC Code:
12352005
PubChem Substance ID:
57647926
NACRES:
NA.25

assay

98%

form

solid

bp

280 °C/80 mmHg (lit.)

mp

178-180 °C (lit.)

SMILES string

Cc1ccc2cc3c(ccc4ccccc34)c5CCc1c25

InChI

1S/C21H16/c1-13-6-7-15-12-20-17-5-3-2-4-14(17)8-9-18(20)19-11-10-16(13)21(15)19/h2-9,12H,10-11H2,1H3

InChI key

PPQNQXQZIWHJRB-UHFFFAOYSA-N

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Application

3-Methylcholanthrene has been used to assess its tumor initiation activity by Bhas 42 cell transformation assay. It has also been used to induce the activity of cytochrome P450.

Biochem/physiol Actions

3-Methylcholanthrene is a carcinogen used to induce transformation of cultured cells. It is also used to induce fibrosarcomas and skin carcinomas in laboratory animals. 3-methylcholanthrene is a potent aryl hydrocarbon receptor agonist.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H350,H413

Hazard Classifications

Aquatic Chronic 4 - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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A high-throughput Bhas 42 cell transformation assay for the determination of the carcinogenicity of three herbal extracts
Pu J, et al.
Fundamental Toxicological Sciences, 3(4), 157-166 (2016)
Nadine Y Crowe et al.
The Journal of experimental medicine, 196(1), 119-127 (2002-07-03)
Natural killer (NK) T cells initiate potent antitumor responses when stimulated by exogenous factors such as interleukin (IL)-12 or alpha-galactosylceramide (alpha-GalCer), however, it is not clear whether this reflects a physiological role for these cells in tumor immunity. Through adoptive
Aryl Hydrocarbon Receptor: A New Player of Pathogenesis and Therapy in Cardiovascular Diseases
Yi T, et al.
BioMed Research International, 1-11 (2018)
Simple machine perfusion significantly enhances hepatocyte yields of ischemic and fresh rat livers
Izamis ML, et al.
Cell medicine, 4(3), 109-123 (2013)
Elin Swedenborg et al.
Molecular and cellular endocrinology, 362(1-2), 39-47 (2012-05-29)
The two estrogen receptor isoforms ERα and ERβ mediate biological effects of estrogens, but are also targets for endocrine disruptive chemicals (EDCs), compounds that interfere with hormonal signaling. 3-Methylcholanthrene (3-MC) and dioxin (TCDD) are EDCs and prototypical aryl hydrocarbon receptor
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